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Mid Level Enterprise Account Executive – Remote / Full Time

Role overview

Qualifications

  • Minimum 3 years of B2B sales experience, enterprise software preferred but not required.
  • A track record of self-motivation and exceeding targets.
  • Strong communication skills and the ability to learn technical material quickly.
  • Comfort with a compensation structure that rewards performance over tenure.

Responsibilities

  • Build your own pipeline through outbound prospecting, inbound qualification, and channel partner referrals.
  • Run the full sales cycle from first conversation to close.
  • Learn and apply a value-based selling approach tailored to enterprise procurement cycles.
  • Use AI tools like Claude and ChatGPT to automate repetitive outbound work.

Key facts

Hard skills

Other skills

  • Communication
  • Self-Motivation
  • Learning Agility

About the company

Simple Software Solutions Group, Inc logo

Simple Software Solutions Group, Inc

Software Development

Simple Solutions is a US based company and Microsoft Partner with a global presence that provides a broad range of software and IT services solutions to better help our clients manage their business. Our personalized service follows industry “best practices” and delivers cost effective and efficient solutions for our client’s business and IT needs.Simple Solutions has a broad portfolio of cloud and packaged software expertise with development and Integration services. We are also providers of custom and off-the-shelf software products to address specific business and IT challenges.Simple Solutions has a broad portfolio of cloud and packaged software expertise with development and Integration services. We are also providers of custom and off-the-shelf software products to address specific business and IT challenges.

Company details

Company typeScaleup
IndustrySoftware Development
Company size51 - 200

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Job description

Mid Level Enterprise Account Executive

Our client is hiring a Mid Level Enterprise Account Executive (2 -5 years of experience)  to build and close a pipeline of enterprise software deals in the endpoint management and IT automation space. This role is built for someone early in their sales career who wants uncapped earning potential and is willing to bet on their own ability to perform. You'll work directly with our CEO, CTO, and solutions team to learn the product, the buyer, and the sales motion from the ground up.

What You Will Own

  • Build your own pipeline through outbound prospecting, inbound qualification, and channel partner referrals.
  • Run the full sales cycle from first conversation to close, working with IT and security buyers including CIOs and CISOs.
  • Learn and apply a value-based selling approach tailored to enterprise procurement cycles.
  • Use AI tools like Claude and ChatGPT to automate repetitive outbound work and streamline the more tedious parts of the sales process.
  • Contribute to proposal development and experiment with pricing models as part of a small, hands-on team.
  • Work closely with Engineering, Product, and Marketing to bring market feedback back into the roadmap.
  • Keep accurate pipeline records and forecasts.
Required Qualifications
  • Minimum 3 years of B2B sales experience, enterprise software preferred but not required.
  • A track record of self-motivation and exceeding targets, whatever the targets were.
  • Strong communication skills and the ability to learn technical material quickly.
  • Comfort with a compensation structure that rewards performance over tenure.

Preferred Background
  • A genuine interest in AI and cybersecurity as high-growth markets, and excitement about building a career in both.
  • Hands-on experience using AI tools to automate or streamline sales workflows.
  • Familiarity with the channel ecosystem (SIs, MSPs, MSSPs) is a plus, as this is a direction Aiden is building toward.
  • Experience with a modern sales tech stack (Salesforce, HubSpot, Outreach, LinkedIn Sales Navigator).
  • Startup or fast-growth environment experience.

Benefits we offer:
  • Unlimited PTO
  • Equity in a hyper-growth startup
  • Competitive base salary + uncapped OTE commissions
  • Healthcare + dental + vision coverage
  • Regular training to help nurture your talents and grow within the company
  • Growth opportunities (Aiden is scaling, and we prefer to promote from within)
  • Work closely with all levels of people in the business in a culture where everyone has an equal voice.



Salary: $250K On Target Earnings (OTE)

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MR

Marcus Rivera

Chief Revenue Officer

m.rivera@company.com
linkedin.com/in/marcusrivera
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